YHM - ORD

C$ 230 Find Cheap Flights from Hamilton to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hamilton to Chicago departing on 26/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hamilton to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Hamilton to Chicago (YHM-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hamilton to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hamilton to Chicago

Sun, 19 Oct - Sun, 26 Oct
WestJet Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
WestJet Logo
2:20 p.m. - 5:17 p.m.ORD-YHM
25h 57m1 stop
C$ 466WestJet
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Thu, 11 Sep - Thu, 18 Sep
Logo
2:55 p.m. - 4:43 p.m.YHM-ORD
26h 48m2 stops
Logo
5:30 p.m. - 11:48 p.m.ORD-YHM
29h 18m2 stops
C$ 610
Find Deal
Thu, 11 Sep - Thu, 18 Sep
Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
Logo
5:30 p.m. - 11:48 p.m.ORD-YHM
29h 18m2 stops
C$ 621
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Logo
6:00 a.m. - 4:43 p.m.YHM-ORD
11h 43m1 stop
Logo
5:30 p.m. - 11:48 p.m.ORD-YHM
29h 18m2 stops
C$ 635
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Logo
2:55 p.m. - 4:43 p.m.YHM-ORD
26h 48m2 stops
Logo
5:30 p.m. - 11:48 p.m.ORD-YHM
29h 18m2 stops
C$ 648
Find Deal
Thu, 11 Sep - Thu, 18 Sep
Logo
6:00 a.m. - 4:49 a.m.YHM-ORD
23h 49m3 stops
Logo
5:30 p.m. - 11:48 p.m.ORD-YHM
29h 18m2 stops
C$ 697
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Logo
2:55 p.m. - 4:43 p.m.YHM-ORD
26h 48m2 stops
Logo
12:54 p.m. - 12:40 a.m.ORD-YHM
34h 46m3 stops
C$ 706
Find Deal
Thu, 11 Sep - Thu, 18 Sep
Logo
6:00 a.m. - 4:49 a.m.YHM-ORD
23h 49m3 stops
Logo
8:56 p.m. - 12:40 a.m.ORD-YHM
26h 44m3 stops
C$ 743
Find Deal
Fri, 29 Aug - Sun, 31 Aug
Logo
6:00 a.m. - 4:50 a.m.YHM-ORD
23h 50m3 stops
Logo
6:00 a.m. - 12:41 a.m.ORD-YHM
17h 41m3 stops
C$ 777
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Logo
5:45 p.m. - 4:43 p.m.YHM-ORD
23h 58m3 stops
Logo
12:54 p.m. - 12:40 a.m.ORD-YHM
34h 46m3 stops
C$ 801
Find Deal
Booking Insights

KAYAK's insights & trends for Hamilton to Chicago flights

Get data-powered insights and trends into flights from Hamilton to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Hamilton to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hamilton to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Hamilton to Chicago O'Hare Intl Airport is April, where tickets cost C$ 298 (return) on average. On the other hand, the most expensive months are August and January, where the average cost of round-trip tickets is C$ 652 and C$ 628 respectively.

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Good to know

Low seasonJanuary
Cheapest flightC$ 230
Best time to beat the crowds but there is an average 43% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Hamilton to Chicago

When to book flights from Hamilton to Chicago

Are your dates flexible? Find out the best times to travel from Hamilton to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Hamilton to Chicago flights

  • What is the cheapest flight from Hamilton to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Hamilton to Chicago O'Hare Intl Airport was C$ 167 for a one-way ticket and C$ 338 for a round-trip.

  • Which airports will I be using when flying from Hamilton to Chicago?

    Hamilton airport is called Hamilton and the only airport in Chicago is Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Hamilton to Chicago?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Hamilton to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hamilton to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hamilton to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hamilton is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hamilton to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hamilton with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hamilton to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hamilton up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Hamilton to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Hamilton to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hamilton to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 9851 reviews
7.8Crew
6.3Food
7.3Boarding
7.1Comfort
6.8Entertainment
Airline reviews

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

2.0 MediocreAnonymous, Jul 2025YYZ - LGA
Read more Air Canada reviews

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

Wonderful airline. All staff were pleasant and helpful. What is sad is that it wasn’t grand gestures just everyday pleasantness and friendliness that are missing from the other airlines I have flown recently.

Friendly efficient crew, but plane had no way to charge phone. That is a near necessity with today’s travel where we carry out travel documents on our phones.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

Very bad service the way back we was on the way for r two days very bad condition and waiting for luggage till now

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

This was an excellent experience for a very short flight.

No space in overhead bin, one cookie, 2 oz of juice - is not customer service.

Everything you need to know for your flight from Hamilton to Chicago

Information on your arrival and departure airports

Hamilton (YHM)
O'Hare Intl (ORD)

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